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Record Information
Version	2.0
Creation Date	2012-05-31 14:48:44 -0600
Update Date	2015-06-03 17:20:08 -0600
Secondary Accession Numbers	ECMDB20520
Identification
Name:	p-Aminobenzoyl glutamate
Description	P-aminobenzoyl glutamate (PABA-GLU) is a member of the chemical class known as Hippuric Acid Derivatives. These are compounds containing an hippuric acid or a derivative, with a structure characterized the presence of a benzoyl group linked to the N-terminal of a glycine. PABA-GLU can used by E. coli as a growth substrate and a series of 3 enzymes are used to tranport this peptide into the cell and cleave it into glutamate and p-aminobenzoate.
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xaf01cef8> Close
Synonyms:	4-Aminobenzoyl-glutamate 4-Aminobenzoyl-glutamic acid N-(4-Aminobenzoyl)-L-glutamate N-(4-Aminobenzoyl)-L-glutamic acid N-(Para-aminobenzoyl)-L-glutamate N-(Para-aminobenzoyl)-L-glutamic acid P-Aminobenzoyl glutamic acid PABA-Glu
Chemical Formula:	C12H12N2O5
Weight:	Average: 264.2341 Monoisotopic: 264.074621504
InChI Key:	GADGMZDHLQLZRI-VIFPVBQESA-L
InChI:	InChI=1S/C12H14N2O5/c13-8-3-1-7(2-4-8)11(17)14-9(12(18)19)5-6-10(15)16/h1-4,9H,5-6,13H2,(H,14,17)(H,15,16)(H,18,19)/p-2/t9-/m0/s1
CAS number:	Not Available
IUPAC Name:	(2S)-2-[(4-aminophenyl)formamido]pentanedioate
Traditional IUPAC Name:	p-aminobenzoyl-glutamate
SMILES:	[H][C@@](CCC([O-])=O)(NC(=O)C1=CC=C(N)C=C1)C([O-])=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Carboxylic acids and derivatives
Sub Class	Amino acids, peptides, and analogues
Direct Parent	Glutamic acid and derivatives
Alternative Parents	N-acyl-alpha amino acids Hippuric acids Aminobenzamides Benzoyl derivatives Aniline and substituted anilines Dicarboxylic acids and derivatives Secondary carboxylic acid amides Amino acids Carboxylic acids Primary amines Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds Organic anions
Substituents	Glutamic acid or derivatives Hippuric acid or derivatives Hippuric acid N-acyl-alpha-amino acid N-acyl-alpha amino acid or derivatives Aminobenzamide Aminobenzoic acid or derivatives Benzamide Benzoic acid or derivatives Benzoyl Aniline or substituted anilines Monocyclic benzene moiety Benzenoid Dicarboxylic acid or derivatives Secondary carboxylic acid amide Carboxamide group Amino acid Carboxylic acid Primary amine Organic oxygen compound Hydrocarbon derivative Organic nitrogen compound Organonitrogen compound Carbonyl group Amine Organic oxide Organooxygen compound Organopnictogen compound Organic anion Aromatic homomonocyclic compound
Molecular Framework	Aromatic homomonocyclic compounds
External Descriptors	dicarboxylic acid dianion (CHEBI:60903 )
Physical Properties
State:	Not Available
Charge:	-2
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 6.88 g/L ALOGPS logP 0.12 ALOGPS logP -0.86 ChemAxon logS -1.6 ALOGPS pKa (Strongest Acidic) 2.72 ChemAxon pKa (Strongest Basic) 4.51 ChemAxon Physiological Charge -2 ChemAxon Hydrogen Acceptor Count 6 ChemAxon Hydrogen Donor Count 2 ChemAxon Polar Surface Area 135.38 Ų ChemAxon Rotatable Bond Count 6 ChemAxon Refractivity 87.78 m³·mol⁻¹ ChemAxon Polarizability 24.87 ų ChemAxon Number of Rings 1 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	Water + p-Aminobenzoyl glutamate > p-Aminobenzoic acid + L-Glutamate
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-014i-0090000000-c01a5d9988337e7fd6e5 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-03di-0090000000-b7b73fd54f03c2f1d248 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-004i-9350000000-709cbc119a3154a642e2 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-03di-0090000000-7c26670e35865ebbab02 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-03di-0090000000-b17306e76304664579b1 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0fai-8590000000-b9b41ca8b80d6bf0773c View in MoNA 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 60903 HMDB ID Not Available Pubchem Compound ID 25202539 Kegg ID Not Available ChemSpider ID 26332034 Wikipedia ID Not Available BioCyc ID CPD0-889 EcoCyc ID CPD0-889

Transporters